Fmoc-D-3,4-dimethoxyphenylalanine

Base Information

• Chemical Name: Fmoc-D-3,4-dimethoxyphenylalanine
• CAS No.: 218457-81-9
• Molecular Formula: C₂₆H₂₅NO₆
• Molecular Weight: 447.488
• Hs Code.: 29225090
• DSSTox Substance ID: DTXSID701165789
• Mol file: 218457-81-9.mol

Synonyms:218457-81-9;FMOC-D-3,4-DIMETHOXYPHENYLALANINE;FMOC-3,4-DIMETHOXY-D-PHENYLALANINE;(2R)-3-(3,4-dimethoxyphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid;(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3,4-dimethoxyphenyl)propanoic acid;SCHEMBL800302;DTXSID701165789;MFCD01317731;AKOS027340186;CS-0336396;E70571;Fmoc-D-3,4-dimethoxyphenylalanine, AldrichCPR;N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-3-METHOXY-O-METHYL-D-TYROSINE;(2R)-3-(3,4-dimethoxyphenyl)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid

Chemical Property of Fmoc-D-3,4-dimethoxyphenylalanine

Chemical Property:

• Boiling Point: 662.3±55.0 °C(Predicted)
• PKA: 2.95±0.10(Predicted)
• PSA: 94.09000
• Density: 1.273±0.06 g/cm3(Predicted)
• LogP: 4.62910
• Storage Temp.: Store at 0°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 447.16818752
• Heavy Atom Count: 33
• Complexity: 649

Purity/Quality:

98%min ^*data from raw suppliers

Fmoc-3,4-dimethoxy-D-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)OC
• Isomeric SMILES: COC1=C(C=C(C=C1)C[C@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)OC

Technology Process of Fmoc-D-3,4-dimethoxyphenylalanine

There total 1 articles about Fmoc-D-3,4-dimethoxyphenylalanine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

(S)-3,4-dimethoxyphenylalanine (32161-30-1) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-3-methoxy-O-methyl-L-tyrosine (184962-88-7,218457-81-9)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; for 1.5h;

DOI:10.1021/jo961466w

Reference yield: 68.0%

N'-(2,2,2-trifluoro-1-hydrazinocarbonylmethylethyl)hydrazine carboxylic acid tert-butyl ester + N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-3-methoxy-O-methyl-L-tyrosine (184962-88-7,218457-81-9) → N'-(1-{N'-[3-(3,4-dimethoxyphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionyl]hydrazinocarbonylmethyl}-2,2,2-trifluoroethyl)hydrazinecarboxylic acid tert-butyl ester

Guidance literature:

N'-(2,2,2-trifluoro-1-hydrazinocarbonylmethylethyl)hydrazine carboxylic acid tert-butyl ester; N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-3-methoxy-O-methyl-L-tyrosine; With 2,4,6-trimethyl-pyridine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In 2,4,6-trimethyl-pyridine; N,N-dimethyl-formamide; at 20 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.09.059

Reference yield: 67.0%

N'-(2,2,2-trifluoro-1-hydrazinocarbonylmethylethyl)hydrazinecarboxylic acid benzyl ester + N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-3-methoxy-O-methyl-L-tyrosine (184962-88-7,218457-81-9) → N'-(3-{N'-[3-(3,4-dimethoxyphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionyl]hydrazino}-3-oxo-1-trifluoromethylpropyl)hydrazinecarboxylic acid benzyl ester

Guidance literature:

N'-(2,2,2-trifluoro-1-hydrazinocarbonylmethylethyl)hydrazinecarboxylic acid benzyl ester; N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-3-methoxy-O-methyl-L-tyrosine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

With 2,4,6-trimethyl-pyridine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 40h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.09.059

upstream raw materials:

(S)-3,4-dimethoxyphenylalanine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

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